4-[2-(methylamino)ethyl]-2-[(Z)-2-[(2R)-2-methyloxiran-2-yl]ethenyl]phenol

Details

• Internal ID: aa63675a-9149-42a7-8633-70995301ea02
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Phenethylamines
• IUPAC Name: 4-[2-(methylamino)ethyl]-2-[(Z)-2-[(2R)-2-methyloxiran-2-yl]ethenyl]phenol
• InChI: InChI=1S/C14H19NO2/c1-14(10-17-14)7-5-12-9-11(6-8-15-2)3-4-13(12)16/h3-5,7,9,15-16H,6,8,10H2,1-2H3/b7-5-/t14-/m1/s1
• InChI Key: NQFQDPGLVRKKDY-BRLPQQTGSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₉NO₂
• Molecular Weight: 233.31 g/mol
• Exact Mass: 233.141578849 g/mol
• Topological Polar Surface Area (TPSA): 44.80 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.96
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9928	99.28%
Caco-2	+	0.8686	86.86%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	-	0.6143	61.43%
Subcellular localzation	Mitochondria	0.4746	47.46%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8980	89.80%
OATP1B3 inhibitior	+	0.9441	94.41%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.5750	57.50%
BSEP inhibitior	-	0.7158	71.58%
P-glycoprotein inhibitior	-	0.9621	96.21%
P-glycoprotein substrate	-	0.5628	56.28%
CYP3A4 substrate	+	0.5293	52.93%
CYP2C9 substrate	-	0.5918	59.18%
CYP2D6 substrate	+	0.3950	39.50%
CYP3A4 inhibition	-	0.6443	64.43%
CYP2C9 inhibition	-	0.8648	86.48%
CYP2C19 inhibition	-	0.8018	80.18%
CYP2D6 inhibition	-	0.6560	65.60%
CYP1A2 inhibition	-	0.6247	62.47%
CYP2C8 inhibition	+	0.5422	54.22%
CYP inhibitory promiscuity	-	0.8693	86.93%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8328	83.28%
Carcinogenicity (trinary)	Non-required	0.6490	64.90%
Eye corrosion	-	0.9457	94.57%
Eye irritation	-	0.6158	61.58%
Skin irritation	-	0.6147	61.47%
Skin corrosion	-	0.8159	81.59%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6029	60.29%
Micronuclear	-	0.7700	77.00%
Hepatotoxicity	-	0.6625	66.25%
skin sensitisation	-	0.6545	65.45%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.5667	56.67%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.6792	67.92%
Acute Oral Toxicity (c)	III	0.5313	53.13%
Estrogen receptor binding	+	0.8002	80.02%
Androgen receptor binding	+	0.7365	73.65%
Thyroid receptor binding	+	0.5592	55.92%
Glucocorticoid receptor binding	+	0.5596	55.96%
Aromatase binding	+	0.6185	61.85%
PPAR gamma	-	0.6809	68.09%
Honey bee toxicity	-	0.8354	83.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	-	0.7563	75.63%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.58%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	95.29%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.55%	98.95%
CHEMBL1951	P21397	Monoamine oxidase A	91.26%	91.49%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.35%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	89.12%	94.73%
CHEMBL4224	P49759	Dual specificty protein kinase CLK1	89.02%	85.30%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.29%	96.09%
CHEMBL3492	P49721	Proteasome Macropain subunit	87.27%	90.24%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	85.30%	95.17%
CHEMBL3959	P16083	Quinone reductase 2	82.54%	89.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.22%	99.17%
CHEMBL4208	P20618	Proteasome component C5	81.70%	90.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	81.53%	89.34%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	81.14%	98.11%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.81%	96.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.62%	95.89%

Plants that contains it

• Zanthoxylum spinosum

Cross-Links

• PubChem: 163193447
• LOTUS: LTS0118216
• wikiData: Q105183767